azure B (CHEBI:87639)

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ChEBI Name	azure B

ChEBI ID	CHEBI:87639

Definition	An organic chloride salt having 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium as the counterion. It is used in making azure eosin stains for blood smear staining and is an active metabolite of methylene blue.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C15H16ClN3S

Net Charge

Average Mass

305.82600

Monoisotopic Mass

305.07535

InChI

InChI=1S/C15H16N3S.ClH/c1-16-10-4-6-12-14(8-10)19-15-9-11(18(2)3)5-7-13(15)17-12;/h4-9,16H,1-3H3;1H/q+1;/p-1

InChIKey

KFZNPGQYVZZSNV-UHFFFAOYSA-M

SMILES

[Cl-].CNc1ccc2nc3ccc(cc3[s+]c2c1)N(C)C

Metabolite of Species	Details
Homo sapiens (NCBI:txid9606)	See: PubMed

Roles Classification
Biological Role(s):	drug metabolite EC 3.1.1.8 (cholinesterase) inhibitor An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). EC 1.4.3.4 (monoamine oxidase) inhibitor An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4).

Application(s):	histological dye A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm. fluorochrome A fluorescent dye used to stain biological specimens. cardioprotective agent Any protective agent that is able to prevent damage to the heart. antidepressant Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.

ChEBI Ontology
Outgoing	azure B (CHEBI:87639) has part 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium (CHEBI:87640) azure B (CHEBI:87639) has role antidepressant (CHEBI:35469) azure B (CHEBI:87639) has role cardioprotective agent (CHEBI:77307) azure B (CHEBI:87639) has role drug metabolite (CHEBI:49103) azure B (CHEBI:87639) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623) azure B (CHEBI:87639) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733) azure B (CHEBI:87639) has role fluorochrome (CHEBI:51217) azure B (CHEBI:87639) has role histological dye (CHEBI:77178) azure B (CHEBI:87639) is a organic chloride salt (CHEBI:36094)

IUPAC Name

3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium chloride

Synonyms	Sources
3-(Dimethylamino)-7-(methylimino)-3H-phenothiazine hydrochloride	ChemIDplus
3-Methylamino-7-dimethylaminophenzathonium chloride	ChemIDplus
C.I. 52010	ChEBI
methylene azure B	ChEBI
Trimethylthionine chloride	ChemIDplus

Last Modified

24 August 2015